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13965-03-2

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13965-03-2 Structure

13965-03-2 Structure
IdentificationMore
[Name]

Bis(triphenylphosphine)palladium(II) chloride
[CAS]

13965-03-2
[Synonyms]

BIS(TRIPHENYLPHOSPHINE)PALLADIUM CHLORIDE
BIS-(TRIPHENYLPHOSPHINE)-PALLADIUM DICHLORIDE
BIS(TRIPHENYLPHOSPHINE)PALLADIUM(II) CHLORIDE
BIS(TRIPHENYLPHOSPHINE)PALLADIUM(II) DICHLORIDE
DICHLOROBIS(TRIPHENYLPHOSPHINE)PALLADATE (II)
DICHLOROBIS(TRIPHENYLPHOSPHINE)PALLADIUM
DICHLOROBIS(TRIPHENYLPHOSPHINE)PALLADIUM(II)
PALLADIUM BIS(TRIPHENYLPHOSPHINE) DICHLORIDE
PALLADIUM(II)BIS(TRIPHENYLPHOSPHINE) DICHLORIDE
TRANS-BIS(TRIPHENYLPHOSPHINE)PALLADIUM(II) CHLORIDE
TRANS-DICHLOROBIS-(TRIPHENYLPHOSPHINE)-PALLADIUM
TRANS-DICHLOROBIS(TRIPHENYLPHOSPHINE)PALLADIUM(II)
TRIPHENYLPHOSPHINE PALLADIUM CHLORIDE
Bis(triphenylphosphine)dichloropalladium(II)~Dichlorobis(triphenylphosphine)palladium(II)
dichlorobis(triphenylphophine) palladium (II)
DICHLOROBIS(TRIPHENYLPHOSPHINE)-PALLADIU M(II), 99.99%
BIS(TRIPHENYLPHOSPHINE)PALLADIUM(II) DI&
trans-Bis(triphenylphosphine)palladium(II)chloride (15% Pd)
Bis(triphenylphoshine)palladium(II)chloride
BIS(TRIPHENYLPHOSPHINE) PALLADIUM DICHOLORIDE
[EINECS(EC#)]

237-744-2
[Molecular Formula]

C36H30Cl2P2Pd
[MDL Number]

MFCD00009593
[Molecular Weight]

701.9
[MOL File]

13965-03-2.mol
Chemical PropertiesBack Directory
[Appearance]

yellow solid
[Melting point ]

260°C
[vapor pressure ]

0Pa at 25℃
[RTECS ]

RT3578000
[storage temp. ]

Store below +30°C.
[solubility ]

Chloroform (Slightly), Dichloromethane (Slightly, Heated), Methanol (Slightly,
[form ]

Powder
[color ]

Yellow
[Water Solubility ]

Insoluble in water. Soluble in benzene, and toluene.
[Sensitive ]

Hygroscopic
[Detection Methods]

T,NMR
[BRN ]

4935975
[InChI]

InChI=1S/2C18H15P.2ClH.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*1-15H;2*1H;/q;;;;+2/p-2
[InChIKey]

ILBDOZRDKNIJBS-UHFFFAOYSA-N
[SMILES]

P(C1C=CC=CC=1)(C1=CC=CC=C1)C1C=CC=CC=1.P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Pd](Cl)Cl
[LogP]

5.69 at 20℃
[CAS DataBase Reference]

13965-03-2(CAS DataBase Reference)
[Storage Precautions]

Heat sensitive
Questions And AnswerBack Directory
[Structure]

Several crystal structures containing PdCl2(PPh3)2 have been reported. In all of the structures,Bis(triphenylphosphine)palladium(II) chloride adopts a square planar coordination geometry and the trans isomeric form.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H317-H413
[Precautionary statements ]

P261-P272-P273-P280-P302+P352-P333+P313
[Hazard Codes ]

Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
[Safety Statements ]

S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[F ]

3-10-21
[TSCA ]

No
[REACH Registrations]

Active
[HS Code ]

28439090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 4
Skin Sens. 1A
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Ethyl acetate-->Toluene-->Acetonitrile-->Hydrazine hydrate-->Triphenylphosphine-->Palladium chloride-->4-Methoxyphenyl isocyanide-->Tetrakis(triphenylphosphine)palladium-->Palladium-->1-Butyl nitrite
[Preparation Products]

4-Phenylethynylphthalic anhydride-->2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-->5-(2-Phenyleth-1-ynyl)thiophene-2-carbaldehyde-->4-Azaindole-->4-Ethynylaniline-->3,4-Dichlorophenylacetylene
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Dichlorobis(triphenylphosphine)palladium(II)(13965-03-2).msds
Hazard InformationBack Directory
[Chemical Properties]

Bis(triphenylphosphine)palladium chloride(13965-03-2) is a coordination compound of palladium containing two triphenylphosphine and two chloride ligands. This yellow solid is insoluble in water but can dissolve in some organic solvents, such as toluene and benzene, and is slightly soluble in acetone and chloroform. It is used for palladium-catalyzed coupling reactions, e.g. the Sonogashira–Hagihara reaction. The complex adopts a square planar geometry and numerous similar complexes are known, with different phosphine ligands.
[Uses]

Bis(triphenylphosphine)palladium(II) chloride is used primarily in organometallic catalytic reactions due to the palladium content of the compound. It is also involved in crystalized structures of me tallacyclic complexes which show antiinflammatory and antifungal properties.
[Preparation]

Bis(triphenylphosphine)palladium(II) chloride may be prepared by treating palladium(II) chloride with triphenylphosphine:
PdCl2 + 2 PPh3 → PdCl2(PPh3)2
[Synthesis]

Bis(triphenylphosphine)palladium(II) chloride may be synthesized by treating palladium(II) chloride with triphenylphosphine:
PdCl2 + 2 PPh3 → PdCl2(PPh3)2
[Reactions]

Precatalyst for the carbonylative cyclization of malonate derivatives.
Catalyst used in the double allylation of activated olefins.
Precatalyst for the three-component preparation of 3-arylidene- (or 3-alkenylidene) tetrahydrofurans.
Precatalyst for the homocoupling of terminal alkynes.
Precatalyst in the cross-coupling of alkynylsilanols and aryl halides.
Catalyst for direct Pd-catalyzed alkynylation of N-fused heterocycles.
Catalyst for a tandem Heck reaction/C-H functionalization.
Catalyst for direct arylation of tautomerizable heterocycles.
Reactions of 13965-03-2_1
Reactions of 13965-03-2_2
Reactions of 13965-03-2_3
[General Description]

Bis(triphenylphosphine)palladium(II) dichloride is an organometallic complex. It is an efficient cross-coupling catalyst for C-C coupling reaction, such as Negishi coupling, Suzuki coupling, Sonogashira coupling and Heck coupling reaction. Detection of bis(triphenylphosphine)palladium(II) dichloride by electrospray ionization quadrupole ion trap mass spectrometry using different imidazolium salts as the charge carrier has been reported. It is employed as catalyst for the Heck reaction medium.
[Flammability and Explosibility]

Nonflammable
[reaction suitability]

reagent type: catalyst
reaction type: Cross Couplings
Spectrum DetailBack Directory
[Spectrum Detail]

Bis(triphenylphosphine)palladium(II) chloride(13965-03-2)1HNMR
Bis(triphenylphosphine)palladium(II) chloride(13965-03-2)31PNMR
Bis(triphenylphosphine)palladium(II) chloride(13965-03-2)IR1
Bis(triphenylphosphine)palladium(II) chloride(13965-03-2)IR2
Bis(triphenylphosphine)palladium(II) chloride(13965-03-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Bis(triphenylphosphine)palladium(II) chloride, 15% Pd(13965-03-2)
[Alfa Aesar]

trans-Dichlorobis(triphenylphosphine)palladium(II), Premion, 99.95% (metals basis), Pd 14.7% min(13965-03-2)
[TCI AMERICA]

Bis(triphenylphosphine)palladium(II) Dichloride,>98.0%(T)(13965-03-2)
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